Monte almost fell over when he realized that the pretty female in front of him was the man he had met this morning.
"Let's have a seat before you fall over," she said and directed him to the dining room table.
Monte took a seat and Jay sat to his left at the end of the table. As she poured him a glass of ice tea from the pitcher already on the table Monte continued to stare.
"Nothing to say?" she asked.
Monte however remained silent and kept staring.
"Do you like my lingerie?" his friend asked as she ran her hands down her body.
"It's beautiful and you're beautiful," the teen blurted as he continued to take in the sight of her.
"And you want to be beautiful as well?" she asked.
"Yes," Monte responded.
"Very good. Now the first thing we have to do is make you comfortable so you will do more than stare at me."
She bade him follow her and they wound up in a room in the back of the house. The door was opened and the light flipped on and Monte's eyes become even wider when he saw that it was crammed with all manner of lingerie.
"Do you want to pick out something or should I?" Jay asked.
"You," was all Monte could say.
Jay sized him up and a pair of violet-colored almost see panties were plucked from a pile on the dresser and handed to Monte. The closet was opened and a satin robe of the same color was withdrawn and also handed to him.
"These should fit you. Now put them on and then come back to the table," Jay stated.
The minute Jay left the room and closed the door Monte tore off his clothing and underwear. He carefully stepped into the thin silk panties and slid them up his slender legs. A second after they were settled on his waist his cock began to thicken as it settled into its silky cocoon and it continued as he slid his arms through the sleeves of the sheer robe.
He tied up the robe and then headed slowly back to the kitchen enjoying the sensation of the silky garments caressing his body as he moved, he didn't even care if his erection was visible through his panties and robe. Jay smiled as he entered the kitchen and took his seat.
"Now, isn't that better?" he asked.
"Yes," Monte answered. "You knew I was shopping for myself? How?"
"I can spot a kindred spirit a mile away. Now, tell me everything. How long has the desire been on you and how have you coped with it?" Jay asked.
So Monte told his new friend everything. This confession to a total stranger caused tears to stream down his face and Jay had to tell him that it was OK and placed a hand on his shoulder to urge him on. Monte managed to tell him that they weren't tears of embarrassment, they were tears of relief. It was as though a great burden had been lifted off his shoulders by sharing his secret.
Monte talked about masturbation with the panties that he had shoplifted wrapped around his cock and the dreams of feeling and looking female that always followed. When he finished with his narration he dried his eyes and took a long sip of ice tea.
"It seems that you are now on the road that I traveled at your age. So, how long can you stay?" Jay asked in a quiet voice.
"I have to be home by eleven," Monte responded.
"That will give us plenty of time," Jay said as he stood up and bade Monte follow.
"Enough time," Monte echoed.
Their next stop was a luxuriously appointed master bath. There on the sink was a can of shave cream and a razor.
"First things first," Jay said. "You need to remove all your body hair, if you need help just call out.
Monte was left alone where he stripped off his robe and panties, turned on the shower, and lathered himself up. Once under the warm cascading water, he began to shave. His legs, armpits, chest, and crotch were soon hair-free and smooth. For the first time in his life, he was grateful that he was not a particularly hairy guy so the task didn't take long. He quickly redressed and rejoined Jay in the kitchen.
"Now, isn't that better?" his friend asked.
"Much better," Monte replied as he flipped back his robe to reveal his smooth thighs.
"Excellent, because to me there is nothing so ugly as a pair of sheer nylons over a hairy leg. Now does anyone know or suspect that you indulge yourself in such a fashion?" Jay asked.
"No, no one," Monte responded.
"Good, keep it that way. This has to become your most closely guarded secret," Jay advised. "You have no idea of what could happen to you if you let this secret out."
Once again Jay rose and Monte was asked to follow him and they entered another bedroom and the end of a long hallway. This room had a makeup table with a large lit mirror and a dozen plastic heads were on a shelf holding a variety of wigs. He was asked by his host to remove his robe and take a seat.
"Now, I'll write down everything I use so you can purchase your own set. On second thought, I'll buy the makeup and you can repay me. It will be your job to remember how these products are applied," Jay stated as he pulled Monte's long hair back and placed a tight cap on his head.
"Secondly you will need a name for your hidden girl. When I'm dressed I call myself Janine," Jay stated.